US7575804B2 - Coarse-particle microcapsule preparation - Google Patents
Coarse-particle microcapsule preparation Download PDFInfo
- Publication number
- US7575804B2 US7575804B2 US11/813,677 US81367706A US7575804B2 US 7575804 B2 US7575804 B2 US 7575804B2 US 81367706 A US81367706 A US 81367706A US 7575804 B2 US7575804 B2 US 7575804B2
- Authority
- US
- United States
- Prior art keywords
- coarse
- particled
- weight
- microcapsule
- monomers
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related, expires
Links
- 239000003094 microcapsule Substances 0.000 title claims abstract description 91
- 238000002360 preparation method Methods 0.000 title claims abstract description 63
- 239000011362 coarse particle Substances 0.000 title 1
- 239000011230 binding agent Substances 0.000 claims abstract description 55
- 239000002245 particle Substances 0.000 claims abstract description 43
- 238000000034 method Methods 0.000 claims abstract description 20
- 238000004519 manufacturing process Methods 0.000 claims abstract description 15
- 230000008569 process Effects 0.000 claims abstract description 14
- 239000004566 building material Substances 0.000 claims abstract description 11
- 239000000178 monomer Substances 0.000 claims description 92
- 229920000642 polymer Polymers 0.000 claims description 73
- 239000000463 material Substances 0.000 claims description 51
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 38
- 239000010439 graphite Substances 0.000 claims description 36
- 229910002804 graphite Inorganic materials 0.000 claims description 36
- 239000002775 capsule Substances 0.000 claims description 25
- 239000006185 dispersion Substances 0.000 claims description 25
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 24
- 229920001577 copolymer Polymers 0.000 claims description 23
- 239000000126 substance Substances 0.000 claims description 22
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 18
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 16
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- 239000007787 solid Substances 0.000 claims description 15
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 10
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- 125000006686 (C1-C24) alkyl group Chemical group 0.000 claims description 4
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- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 3
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- POULHZVOKOAJMA-UHFFFAOYSA-N methyl undecanoic acid Natural products CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
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- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
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- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 3
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- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
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- GDBCGGFNFKMPAE-UHFFFAOYSA-N 1-decylnaphthalene Chemical compound C1=CC=C2C(CCCCCCCCCC)=CC=CC2=C1 GDBCGGFNFKMPAE-UHFFFAOYSA-N 0.000 description 2
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- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2991—Coated
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2991—Coated
- Y10T428/2993—Silicic or refractory material containing [e.g., tungsten oxide, glass, cement, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2991—Coated
- Y10T428/2993—Silicic or refractory material containing [e.g., tungsten oxide, glass, cement, etc.]
- Y10T428/2995—Silane, siloxane or silicone coating
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2991—Coated
- Y10T428/2993—Silicic or refractory material containing [e.g., tungsten oxide, glass, cement, etc.]
- Y10T428/2996—Glass particles or spheres
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2991—Coated
- Y10T428/2998—Coated including synthetic resin or polymer
Definitions
- EP-A-1 029 018 teaches the use of microcapsules having a capsule wall comprising a highly crosslinked methacrylic ester polymer and a latent heat accumulator core in binding building materials such as concrete or gypsum. Since the capsule walls only have a thickness in the range from 5 to 500 nm, however they are very pressure-sensitive, an effect which is utilized in their use in copying papers. However, this limits their usability.
- Preferred preparations comprise 55-94% by weigh of latent heat accumulator material, 1-40% by weight, preferably 1-30% by weight, of polymeric binder, calculated as solid, microcapsule wall material and 0-10% by weight of other additives, based on their total weight.
- the capsule core-forming substances may be advantageous to add to the capsule core-forming substances compounds which are soluble in them, in order to prevent the freezing point depression which occurs in the case of some of the nonpolar substances.
- compounds having a melting point which is from 20 to 120 K higher than the actual core substance are advantageously used.
- Suitable compounds are the fatty acids, fatty alcohols, fatty amides and aliphatic hydrocarbon compounds mentioned above as lipophilic substances. They are added in amounts of from 0.1 to 10% by weight, based on the capsule core.
- Formaldehyde resins preferred as capsule wall material are urea/formaldehyde resins urea/resorcinol/formaldehyde resins, urea/melamine resins and melamine/formaldehyde resins.
- the C 1 -C 4 -alkyl ethers, in particular methyl ethers of these formaldehyde resins and the mixtures with these formaldehyde resins are likewise preferred.
- Melamine/formaldehyde resins and/or methyl ethers thereof are particularly preferred.
- the inorganic protective colloids are to be used as a rule in amounts of from 0.5 to 15% by weight, based on the aqueous phase.
- Polymeric binders are generally known. These are fluid systems which comprise, as the disperse phase in an aqueous dispersing medium, polymer coils which consist of a plurality of entangled polymer chains, the so-called polymer matrix or polymer particles, in a disperse distribution.
- the weight average diameter of the polymer particles is frequently in the range from 10 to 1000 nm, often from 50 to 500 nm or from 100 to 400 nm.
- the polymeric binder comprises the assistants described below.
- the binder polymers according to the invention preferably have thermoplastic properties. Thermoplastic is to be understood as meaning that the binder polymers soften without decomposition above the glass transition temperature.
- Preferred film-forming polymers are selected from the polymer classes I to IV mentioned below:
- polymer powders prepared from the polymer dispersions and aqueous dispersions which are obtainable by redispersing the polymer powders in water are likewise preferred.
- aqueous polymer dispersions and the powders prepared therefrom are moreover commercially available, for example under the brands ACRONAL®, STYRONAL®, BUTOFAN®, STYROFAN® and KOLLICOAT® from BASF Aktiengesellschaft, Ludwigshafen, Germany, VINNOFIL® and VINNAPAS® from Wacker Chemie-GmbH, Burghausen, and RHODIMAX® from Rhodia S.A.
- the coarse-particled microcapsule preparations are outstandingly suitable for use in building materials and as storage material in heat exchangers. They exhibit good hardness and are abrasion-resistant. Their coarse-particled structure permits freely selectable accumulator geometry, for example beds for floor coverings, chemical reactors or columns, and in applications involving through-flow, such as heat exchangers, in solar units, heating systems, in particular warm air heating systems, and central and localized ventilation.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102005002411.4 | 2005-01-18 | ||
DE102005002411A DE102005002411A1 (de) | 2005-01-18 | 2005-01-18 | Grobteilige Mikrokapselzubereitung |
PCT/EP2006/000291 WO2006077056A1 (de) | 2005-01-18 | 2006-01-14 | Grobteilige mikrokapselzubereitung |
Publications (2)
Publication Number | Publication Date |
---|---|
US20080166555A1 US20080166555A1 (en) | 2008-07-10 |
US7575804B2 true US7575804B2 (en) | 2009-08-18 |
Family
ID=36051423
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US11/813,677 Expired - Fee Related US7575804B2 (en) | 2005-01-18 | 2006-01-14 | Coarse-particle microcapsule preparation |
Country Status (8)
Country | Link |
---|---|
US (1) | US7575804B2 (ja) |
EP (1) | EP1841517A1 (ja) |
JP (1) | JP2008527156A (ja) |
KR (1) | KR20070094857A (ja) |
CN (1) | CN100566809C (ja) |
DE (1) | DE102005002411A1 (ja) |
MX (1) | MX2007008177A (ja) |
WO (1) | WO2006077056A1 (ja) |
Cited By (8)
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WO2014044968A1 (fr) | 2012-09-21 | 2014-03-27 | L'air Liquide,Societe Anonyme Pour L'etude Et L'exploitation Des Procedes Georges Claude | Mélange adsorbant comprenant des particules d'adsorbant et des particules de matériau à changement de phase |
US8927026B2 (en) | 2011-04-07 | 2015-01-06 | The Procter & Gamble Company | Shampoo compositions with increased deposition of polyacrylate microcapsules |
US8980292B2 (en) | 2011-04-07 | 2015-03-17 | The Procter & Gamble Company | Conditioner compositions with increased deposition of polyacrylate microcapsules |
US20150274906A1 (en) * | 2012-10-09 | 2015-10-01 | Wacker Chemie Ag | Sheetlike structure or shaped article comprising latent heat storage media |
US9162085B2 (en) | 2011-04-07 | 2015-10-20 | The Procter & Gamble Company | Personal cleansing compositions with increased deposition of polyacrylate microcapsules |
US9186642B2 (en) | 2010-04-28 | 2015-11-17 | The Procter & Gamble Company | Delivery particle |
US9993793B2 (en) | 2010-04-28 | 2018-06-12 | The Procter & Gamble Company | Delivery particles |
US10093842B2 (en) | 2012-03-13 | 2018-10-09 | Sgl Carbon Se | Moldable mass containing graphite and phase change material, process for producing a molding from the mass, and production methods of using the molding |
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JP5374017B2 (ja) * | 2006-10-05 | 2013-12-25 | As R&D合同会社 | 蓄熱成形体 |
EP1930072B1 (de) * | 2006-12-06 | 2017-05-10 | Basf Se | Formaldehydreduzierte Dispersionen von Mikrokapseln aus Melamin-Formaldehyd-Harzen |
DE102007002797A1 (de) * | 2007-01-18 | 2008-07-24 | Alzchem Trostberg Gmbh | Verwendung von mit schmelzbaren Materialien gefüllte Hohlkörper als Latentwärmespeicher |
DE202007010668U1 (de) * | 2007-07-30 | 2008-12-18 | Follmann & Co. Gesellschaft Für Chemie-Werkstoffe Und -Verfahrenstechnik Mbh & Co. Kg | Verbesserte Mikrokapseln |
FR2936168B1 (fr) * | 2008-09-25 | 2011-05-20 | Air Liquide | Fabrication d'agglomerat compose de materiau a changement de phase et presentant des proprietes controlees |
JP5730295B2 (ja) | 2009-06-15 | 2015-06-10 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 架橋剤として高分岐型ポリマーを有するマイクロカプセル |
EP2483491A1 (de) * | 2009-10-02 | 2012-08-08 | Basf Se | Gipsbauplatte enthaltend mikroverkapselte latentwärmespeichermaterialien |
RU2012135463A (ru) | 2010-01-19 | 2014-02-27 | Хантсмэн Интернэшнл Ллс | Включающие матрицу материалы и способ их изготовления |
AT509335B1 (de) * | 2010-04-06 | 2011-08-15 | Ziegler Klausdieter | Latentwärmespeicher mit klimatisierungskörpern |
JP5638298B2 (ja) * | 2010-07-08 | 2014-12-10 | 愛三工業株式会社 | 造粒蓄熱材および蒸発燃料処理装置 |
US8957122B2 (en) | 2010-11-24 | 2015-02-17 | Basf Se | Thermoplastic molding composition comprising microencapsulated latent-heat-accumulator material |
CN102127395B (zh) * | 2010-12-10 | 2012-12-19 | 东南大学 | 一种石蜡相变储能材料及其制备方法 |
KR20140003571A (ko) | 2011-01-24 | 2014-01-09 | 바스프 에스이 | 캡슐화된 살충제를 포함하는 농약 배합물 |
DE102011053308A1 (de) | 2011-09-06 | 2013-03-07 | Biologic Gmbh | Phasenwechselmaterial-Zusammensetzung und daraus hergestelltes Latentwärmespeicherelement; Verfahren zur Herstellung eines Latentwärmespeicherelements und Verfahren zur Konditionierung eines Mediums mittels des Latentwärmespeicherelements |
FR2991314B1 (fr) * | 2012-05-30 | 2014-06-06 | Saint Gobain Placo | Composition de platre pour moules refractaires |
EP2689836A1 (en) * | 2012-07-26 | 2014-01-29 | Basf Se | Composition of microcapsules with a silica shell and a method for preparing them |
KR20140070355A (ko) * | 2012-11-30 | 2014-06-10 | 주식회사 유영정공 | 공랭식 열교환기용 팬링의 제조 방법 및 그 장치 |
EP2958955A1 (de) | 2013-02-25 | 2015-12-30 | Basf Se | Partikelförmige mikrokapselzusammensetzung |
EP3205392A1 (en) * | 2016-02-12 | 2017-08-16 | Basf Se | Microcapsules and process for preparation of microcapsules |
CN107353879A (zh) * | 2017-06-28 | 2017-11-17 | 芜湖启尊智能科技有限公司 | 一种液冷服用相变乳状液的制备方法 |
CN107189763A (zh) * | 2017-06-28 | 2017-09-22 | 芜湖启尊智能科技有限公司 | 一种冷却液及其应用 |
KR102117062B1 (ko) * | 2019-10-25 | 2020-06-04 | 철원건설 주식회사 | 기능성 결합재를 포함한 균열 저감형 초속경 시멘트 콘크리트 조성물 및 이를 이용한 도로 포장 보수 공법 |
KR102257252B1 (ko) * | 2019-11-07 | 2021-05-28 | 한국과학기술연구원 | 캡슐 제조 방법 및 제조 장치 |
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2005
- 2005-01-18 DE DE102005002411A patent/DE102005002411A1/de not_active Withdrawn
-
2006
- 2006-01-14 JP JP2007551592A patent/JP2008527156A/ja not_active Withdrawn
- 2006-01-14 WO PCT/EP2006/000291 patent/WO2006077056A1/de active Application Filing
- 2006-01-14 MX MX2007008177A patent/MX2007008177A/es not_active Application Discontinuation
- 2006-01-14 CN CNB2006800026024A patent/CN100566809C/zh not_active Expired - Fee Related
- 2006-01-14 KR KR1020077018793A patent/KR20070094857A/ko not_active Application Discontinuation
- 2006-01-14 US US11/813,677 patent/US7575804B2/en not_active Expired - Fee Related
- 2006-01-14 EP EP06701380A patent/EP1841517A1/de not_active Withdrawn
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Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9186642B2 (en) | 2010-04-28 | 2015-11-17 | The Procter & Gamble Company | Delivery particle |
US9993793B2 (en) | 2010-04-28 | 2018-06-12 | The Procter & Gamble Company | Delivery particles |
US11096875B2 (en) | 2010-04-28 | 2021-08-24 | The Procter & Gamble Company | Delivery particle |
US8927026B2 (en) | 2011-04-07 | 2015-01-06 | The Procter & Gamble Company | Shampoo compositions with increased deposition of polyacrylate microcapsules |
US8980292B2 (en) | 2011-04-07 | 2015-03-17 | The Procter & Gamble Company | Conditioner compositions with increased deposition of polyacrylate microcapsules |
US9162085B2 (en) | 2011-04-07 | 2015-10-20 | The Procter & Gamble Company | Personal cleansing compositions with increased deposition of polyacrylate microcapsules |
US9561169B2 (en) | 2011-04-07 | 2017-02-07 | The Procter & Gamble Company | Conditioner compositions with increased deposition of polyacrylate microcapsules |
US10143632B2 (en) | 2011-04-07 | 2018-12-04 | The Procter And Gamble Company | Shampoo compositions with increased deposition of polyacrylate microcapsules |
US10093842B2 (en) | 2012-03-13 | 2018-10-09 | Sgl Carbon Se | Moldable mass containing graphite and phase change material, process for producing a molding from the mass, and production methods of using the molding |
WO2014044968A1 (fr) | 2012-09-21 | 2014-03-27 | L'air Liquide,Societe Anonyme Pour L'etude Et L'exploitation Des Procedes Georges Claude | Mélange adsorbant comprenant des particules d'adsorbant et des particules de matériau à changement de phase |
US20150274906A1 (en) * | 2012-10-09 | 2015-10-01 | Wacker Chemie Ag | Sheetlike structure or shaped article comprising latent heat storage media |
US9410022B2 (en) * | 2012-10-09 | 2016-08-09 | Wacker Chemie Ag | Sheetlike structure or shaped article comprising latent heat storage media |
Also Published As
Publication number | Publication date |
---|---|
DE102005002411A1 (de) | 2006-07-27 |
US20080166555A1 (en) | 2008-07-10 |
CN101107064A (zh) | 2008-01-16 |
JP2008527156A (ja) | 2008-07-24 |
CN100566809C (zh) | 2009-12-09 |
WO2006077056A1 (de) | 2006-07-27 |
EP1841517A1 (de) | 2007-10-10 |
MX2007008177A (es) | 2008-01-11 |
KR20070094857A (ko) | 2007-09-21 |
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